CHEBI:140195 - 21-phosphorifampicin(2−)

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ChEBI Name 21-phosphorifampicin(2−)
ChEBI ID CHEBI:140195
ChEBI ASCII Name 21-phosphorifampicin(2-)
Definition An organophosphate oxoanion obtained by deprotonation of the phosphate and 5-hydroxy groups as well as protonation of the tertiary amino group of 21-phosphorifampicin. It is the major species at pH 7.3 (according to Marvin v 6.2.0.).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C43H57N4O15P
Net Charge -2
Average Mass 900.917
Monoisotopic Mass 900.35690
InChI InChI=1S/C43H59N4O15P/c1-21-12-11-13-22(2)42(54)45-33-28(20-44-47-17-15-46(9)16-18-47)36(51)30-31(37(33)52)35(50)26(6)40-32(30)41(53)43(8,61-40)59-19-14-29(58-10)23(3)39(60-27(7)48)25(5)34(49)24(4)38(21)62-63(55,56)57/h11-14,19-21,23-25,29,34,38-39,49-52H,15-18H2,1-10H3,(H,45,54)(H2,55,56,57)/p-2/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24-,25+,29-,34+,38-,39+,43-/m0/s1
InChIKey DLPFYGTUMXCNLJ-WSSVZIAPSA-L
SMILES CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C2=O)C2=C(O)C(\C=N\N4CC[NH+](C)CC4)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](OP([O-])([O-])=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C(O)=C2C([O-])=C3C
ChEBI Ontology
Outgoing 21-phosphorifampicin(2−) (CHEBI:140195) has functional parent rifampicin zwitterion (CHEBI:71365)
21-phosphorifampicin(2−) (CHEBI:140195) is a organophosphate oxoanion (CHEBI:58945)
21-phosphorifampicin(2−) (CHEBI:140195) is conjugate base of 21-phosphorifampicin (CHEBI:140276)
Incoming 21-phosphorifampicin (CHEBI:140276) is conjugate acid of 21-phosphorifampicin(2−) (CHEBI:140195)
IUPAC Name
(2S,12Z,14E,16S,17S,18S,19S,20R,21S,22R,23S,24E)-21-(acetyloxy)-6,9,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-[(4-methylpiperazin-4-ium-1-yl)imino]methyl}-5-oxido-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-17-yl phosphate
Synonym Source
21-phosphorifampicin UniProt
Manual Xref Database
CPD-20026 MetaCyc
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Citations Waiting for Citations Types Sources
24778229 PubMed citation SUBMITTER
27103605 PubMed citation SUBMITTER
Last Modified
03 August 2020